Aromatic sulfonic acid derivative, sulfonic acid group-containing polymer, block copolymer, polymer electrolyte material, polymer electrolyte form article, and polymer electrolyte fuel cell
US-2015380759-A1 · Dec 31, 2015 · US
US9614242B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9614242-B2 |
| Application number | US-201314127703-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 15, 2013 |
| Priority date | Mar 16, 2012 |
| Publication date | Apr 4, 2017 |
| Grant date | Apr 4, 2017 |
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Provided are a polymer electrolyte composition, an electrolyte membrane, a membrane electrolyte assembly, and a fuel cell. The polymer electrolyte composition according to an exemplary embodiment of this application includes a first solvent, a second solvent which is different from the first solvent, and a polymer which is reacted with the first solvent and the second solvent, in which the polymer includes a functional group which reacts with the first solvent by a first reaction energy and with the second solvent by a second reaction energy, and the second reaction energy is smaller than the first reaction energy.
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What is claimed is: 1. An electrolyte composition comprising: a polymer comprising a block-type copolymer, the block-type copolymer comprising a hydrophilic block and a hydrophobic block, the hydrophilic block comprising a sulfonic acid group; a first solvent; a second solvent, wherein the second solvent is water; wherein the electrolyte composition further comprises a sulfonic acid-water complex formed by reacting the second solvent with the hydrophilic block sulfonic acid group, the complex having a higher solubility than the hydrophobic block with respect to the first solvent, and wherein the block-type copolymer comprises a repeating unit represented by the following Formula 1 and a repeating unit represented by the following Formula 2: in Formula 1, a and a′ each separately is an integer larger than 0 and a:a′ is 1,000:1 to 5:1, and m is an integer from 1 to 10,000, and in Formulas 1 and 2, A, C, and V are the same as or different from each other, and each independently represented by one of the following Formulas 1-1 to 1-3, in Formulas 1-1 to 1-3, X 1 is a direct link, or one of —C(Z 1 )(Z 2 )—, —CO—, —O—, —S—, —SO 2 —, and —Si(Z 1 )(Z 2 )—, Z 1 and Z 2 are the same as or different from each other, and are each independently one of hydrogen, an alkyl group, a trifluoromethyl group (—CF 3 ), and a phenyl group, S 1 and S 2 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a nitrile group; a nitro group; a hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fluorenyl group; or a substituted or unsubstituted carbazole group, b and c are the same as or different from each other, and are each independently an integer of 0 to 4, S 3 to S 6 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a nitrile group; a nitro group; a hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fluorenyl group; or a substituted or unsubstituted carbazole group, d, e, f, and g are the same as or different from each other, and are each independently an integer of 0 to 4, S 7 to S 10 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a nitrile group; a nitro group; a hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fluorenyl group; or a substituted or unsubstituted carbazole group, and h, i, j, and k are the same as or different from each other, and are each independently an integer of 0 to 4, in Formula 2, z and z′ are an integer larger than 0 and z:z′ is 1,000:1 to 5:1, n is an integer from 1 to 100,000, and U is represented by one of the following Formulas 2-1 to 2-4, in Formulas 2-1 to 2-4, X 2 is a direct link, or —CO— or —SO 2 —, q and r are the same as or different from each other and are each independently an integer of 0 to 4, s, t, u, and v are the same as or different from each other and are each independently an integer of 0 to 4, w and x are the same as or different from each other and are each independently an integer of 0 to 3, y is an integer of 0 to 4, T 1 to T 9 are the same as or different from each other, at least one of T 1 to T 9 in Formulas 2-1 to 2-4 is a —SO 3 H or —SO 3 − M + and the other are each independently —SO 3 H, —SO 3 − M + , —COOH, —COO − M + , —PO 3 H 2 , —PO 3 H − M + , or —PO 3 2− 2M + , M is a metallic element, and the others are hydrogen; deuterium; a halogen group; a cyano group; a nitrile group; a nitro group; a hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fluorenyl group; or a substituted or unsubstituted carbazole group, in Formulas 1 and 2, B is represented by one of the following Formulas 3-1 to 3-3, in Formulas 3-1 to 3-3, X 3 to X 5 are the same as or different from each other and are each independently a direct link, or —CO— or —SO 2 —, Y 1 is a direct link, or a C 1 to C 60 alkylene group, E 1 to E 4 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a cyano group; a nitrile group; a nitro group; a hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; a substituted or unsubstituted fluorenyl group; or a substituted or unsubstituted carbazole group, α, β, and ψ are the same as or different from each other and are each independently an integer of 0 to 4, ε is an integer of 0 to 3, X 6 is a direct link, or —CO— or —SO—, Y 2 is a direct link, or a Ci to C 60 alkylene gro
based on macromolecular compounds obtained by reactions other than those involving carbon-to-carbon bonds, e.g. obtained by polycondensation · CPC title
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